I like this game a lot. As a jam game it's amazing how much content it actually has.
Games about raising stats tend to be fun and this is no exception, and the amount of different social scenes and stat checks makes me think I could see mostly new content even on a second playthrough. It's a very ambitious game and I'm impressed with how large it is.
I do think that it would have been a bit more enjoyable (and less repetitive) if the amount of times you could raise your stats each day was lowered, or maybe if some variety was added when you do (like when you recover sanity).
On another note I very much like your choices for implementing the theme for the jam ;)